Smoking friendly vacation rentals near Chesapeake Bay

Frolic Fields: A Woodsy 14 Acre Homestead w/ Sheep

Easily escape to the woods on a 14 acre homestead that's only 20 miles from DC. Surrounded by the forest with amazing views, designed by artists, this secluded hideaway is a celebration of Nature and Art. Recharge amongst these ancient trees and all the singing critters that soundtrack the night. Enjoy a fire, frolic in the fields, read on a hammock, strum a guitar, and feel the pressure of modern life melt away. Explore the many bucolic trails nearby. Perfect for retreats and workshops.

Warm and Spacious Houseboat with free parking

Enjoy the sights and sounds of nature when you stay in this unique place. Experience the beautiful sunrises and sunsets while the gentle waves help embrace your soul. Well-appointed temperature controlled houseboat. WARM in winter!! Stay at a marina in the DC area. Will send address after booking . Location can vary, usually near Nationals baseball stadium (zip 20024). Average time to Reagan Airport is 15 mins by Uber. Nice bar/restraunt just steps away and bicycle rental end of dock.

SandyPaws Cottage at Big Stone Beach on the DE bay

This is a newer cottage on the Delaware Bay near Milford, DE, only 25 minutes to Rehoboth Beach and the Atlantic Ocean. Sleeps 4, 2 bdr, 1 bath, a double and a queen bed. Large sunny great room with tv and DISH satellite. There is over 500 sq feet of deck space overlooking the bay and the freshwater marsh managed by the Nature Conservancy. Watch sunrise over the bay and sunset over the beautiful marsh filled with many species of birds. Dogs must be walked on a leash and do-do picked up!

Private romantic pet friendly waterfront cottage

On Virginia’s beautiful Eastern Shore, The Birdhouse at Windfall Farm is the ultimate romantic getaway. Just steps from Pungoteague Creek (a short boat ride to the Chesapeake Bay)on one side and a picturesque large stocked pond on the other, The Birdhouse is a charming 1 bedroom hideaway, with abundant wildlife, walking trails on our 62 acre working farm, kayaking, fishing, crabbing, and stargazing, all amid Nature’s beauty. Be our guest for an unforgettable time on Virginia’s Eastern Shore!

Luxe Romantic Glamping Tent with Hot Tub & A/C

Looking for a romantic getaway and a new experience? Nestled in a serene space in the heart of Richmond, this beautiful tent with a/c and heat offers and unforgettable glamping experience. Ideal for your anniversary, birthday, or staycation. Unwind in private hot tub, fire pit & screened in gazebo. Glamping tent with a/c, heat, queen bed, and electricity. Outdoor enclosed bathroom & outdoor hot shower. Mini fridge, coffee & microwave in screened gazebo. Easy parking & private entrance

The Bird's Nest at Holly Bluff-Riverfront. Beach.

This is a spacious apartment above detached garage, with a roomy balcony. The property sits on the Rappahannock River- guests are welcome to use the beach and dock! Property has a private entrance. The bathroom which is located on the first floor. Apartment is up a flight of stairs above the garage. Plenty of parking. EV charger available. We have self check in and the host is extremely flexible.. We welcome all tenants! The Birds Nest is a perfect getaway destination for relaxing and fun.

Cozy Pine Tree Nest

This is a private, upstairs efficiency apartment over garage with stunning space features luxury laminate plank flooring, split unit a/c and heat, cherry wood beams harvested from the property, a full bathroom with tile/stone shower, pine ceilings, recessed lighting and a large deck to watch the amazing sun rises. Within minutes from Gambrill State Park, the Appalachian trail, restaurants, shopping, and downtown!

Garden View, a spacious 1 bedroom with loft.

Relax and unwind at this peaceful and charming retreat, nestled in a quiet neighborhood. Located just minutes from Route 50, I-95, and Downtown Annapolis, Garden View is ideally situated for exploring Naval Academy sports, the Renaissance Festival, Boat Shows, and golf at The Preserve. If you prefer staying in, the fully equipped kitchen and free Wi-Fi make it easy to work or cook from the comfort of your space.

Tent Camp Site 1, Good Earth near Bethany Beach

Welcome to Good Earth's Camping Field! - Market and restaurant onsite - 4.7 miles from Bethany Beach - Bathhouse and outdoor shower - small RVs and Vans ok but no hook ups - Solo stoves and picnic tables. ​ - Dogs welcomed, must be leashed - Some shade in the afternoon - There is a lot of stuff going on the property (people around) it’s not a secluded campground but a beautiful open field area.